3-deuteriopentan-3-ol | 77734-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deuteriopentan-3-ol
• CAS: 77734-72-6
• 化学式: C₅H₁₂O
• 分子量: 89.1417
• InChiKey: AQIXEPGDORPWBJ-UICOGKGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-deuteriopentan-3-ol 在 溴 、 氘代三正丁基锡 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 pentane-3-d₂
  参考文献：
  名称：

  Unimolecular reactions of ionized alkanes

  摘要：

  DOI：

  10.1021/ja00399a033
• 作为产物：
  描述：

  3-戊酮 在 硼氘化钠 作用下， 以 乙醇 为溶剂， 生成 3-deuteriopentan-3-ol
  参考文献：
  名称：

  使用醇作为氧-compounds配合物催化的羰基化合物的脱氧剂

  摘要：

  催化体系3-戊醇/ ReOCl 3（SMe 2）（OPPh 3）对于羰基化合物的脱氧非常有效。

  DOI：

  10.1039/c5gc02777b
• 作为试剂：
  描述：

  五甲基苯 在 aluminum (III) chloride 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 3-deuteriopentan-3-ol 、 potassium hydroxide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 52.0h， 生成
  参考文献：
  名称：

  脂环族酮的立体选择性合成：氢借入方法

  摘要：

  描述了一种由二醇和五甲基苯乙酮合成脂环族酮的高度非对映选择性环化策略。该方法由可商购的铱（III）催化剂介导，可有效地获得各种具有高立体选择性的环戊烷和环己烷产品。通过一系列控制实验探索了环空反应中非对映选择性的起源，这为如何控制新锻造环周围的每个立体中心提供了解释。

  DOI：

  10.1016/j.tet.2019.130680

文献信息

• Dulayymi, Juma'a R. Al; Baird, Mark S.; Bolesov, Ivan G., Journal of the Chemical Society. Perkin transactions II, 2000, # 7, p. 1603 - 1618
  作者：Dulayymi, Juma'a R. Al、Baird, Mark S.、Bolesov, Ivan G.、Nizovtsev, Alexey V.、Tverezovsky, Viacheslav V.

  DOI：——

  日期：——
• Alkane elimination from ionized alkanols
  作者：John L. Holmes、Peter C. Burgers、Yousuf A. Mollah

  DOI：10.1002/oms.1210170305

  日期：1982.3

  AbstractThe energetics, metastable characteristics and daughter ion structures for the loss of small alkane molecules from ionized 2‐propanol, 2‐butanol and 3‐pentanol have been examined in detail. [2‐Propanol]+˙ ions lose CH4 to generate the keto and enol forms of [C2H4O]+˙ and the same daughter ions are produced by loss of C2H6 from [2‐butanol]+˙. Ionized 3‐pentanol does not lose CH4 but readily eliminates C2H6 to produce the enol ion [CH3CHCHOH]+˙. The last reaction was shown to proceed by a simple 1,2 elimination mechanism in the μs time‐frame; isotope effects are also discussed.
• Synthesis and Reactivities of Cp*Ir Amide and Hydride Complexes Bearing C−N Chelate Ligands
  作者：Sachiko Arita、Takashi Koike、Yoshihito Kayaki、Takao Ikariya

  DOI：10.1021/om800124f

  日期：2008.6.1

  A series of 16-electron Cp*Ir amide complexes with C-N chelating ligands, Cp*Ir[kappa(2)(NC)-(NHCR2-2-C6H4)] (2a: R = C6H5, 2b: R = CH3) and the chiral version, Cp*Ir[kappa(2)(N,C)-(R)-NHCH(CH3)-2-C10H6}] (2e), were obtained in good to excellent yields from reactions of 18-electron iridium amine complexes, Cp*IrCl[kappa(2)(N,C)-(NH2CR2-2-C6H4)] (1a: R = C6H5, 1b: R = CH3) and Cp*IrCl[kappa(2)(N,C)-(R)-NH2CH(CH3)-2-C10H6}] (le), with a base. The amido complexes 2 readily reacted with 2-propanol to convert into hydrido(amine) complexes 3 in almost quantitative yields. The chiral amido complex has proven to serve as an efficient catalyst for asymmetric transfer hydrogenation of acetophenone with 2-propanol, giving 1-phenylethanol with a moderate ee. The Bronsted basicity on the metal-NH moiety in the amido complexes was evaluated by deprotonation of acetic acid, dimethyl malonate, and acetone, leading to the corresponding acetato(amine) complex 4 and alkyl(amine) complexes 5 and 6, respectively, indicating that the amido-Ir complexes bearing the C-N chelate have more basic properties than those with N-sulfonylated diamine ligands.
• OHTA, NOBUAKI;YANO, AKIHIKO;OKAMOTO, HIDESHI;ICHIKAWA, TAKAHISA, BULL. FAC. ENG. HIROSHIMA UNIV., 1986, 34, N 2, 155-158
  作者：OHTA, NOBUAKI、YANO, AKIHIKO、OKAMOTO, HIDESHI、ICHIKAWA, TAKAHISA

  DOI：——

  日期：——
• Deoxygenation of carbonyl compounds using an alcohol as an efficient reducing agent catalyzed by oxo-rhenium complexes
  作者：Joana R. Bernardo、Ana C. Fernandes

  DOI：10.1039/c5gc02777b

  日期：——

  The catalytic system 3-pentanol/ReOCl3(SMe2)(OPPh3) was very efficient for the deoxygenation of carbonyl compounds.

  催化体系3-戊醇/ ReOCl 3（SMe 2）（OPPh 3）对于羰基化合物的脱氧非常有效。